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Jacks Teen America 5 (Blu-Ray)
Digital Playground (SKU: 187188)
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Special Contract UnitbrbruJack's Checklist/ubrbrliShitty Shitty Bang Bang liAnal Pipe Cleaning liAnal Bubble Blowing liLee Stone Throwing liBlind Demolition liPaddle Discipline liGag and Swallow liDiapers liSwallow the Roman Soldier liDid we mention Anal?
My First Porn 7 (Blu-Ray)
Digital Playground (SKU: 210758)
No Listings Currently Available
Blu-Ray Version. The My First Porn series is a comical sex-spectacle of Jack directing his first porn movie. Volume 7 features the lovely and sweet Gianna in a tempestuous fuck scene with Scott Nails and his massive cock. Then the gorgeous Kinzie Kenner, one of the hottest babes alive, shows up on s...
Jacks Teen America 11 (Blu-Ray)
Digital Playground (SKU: 207428)
No Listings Currently Available
Blu-Ray Version. Jack`s at it again. This time, it`s even kinkier than before. Jack turns what he knows best into a career. Welcome to Jack`s answer to getting a f*ckin` job!
Jack's Teen America Mission 14 (Blu-ray)
Digital Playground (SKU: 216087)
No Listings Currently Available
With five lovely ladies competing for the same title, which girl will take the honors? Will Brooke or Jamie get to deliver their acceptance speech? Did Jack vote for one of their amazingly anal delights? Does Sara stand a chance of winning with her delectable titty-fuck offering? Is the slippery...
Jacks Leg Show - Teagan Presley (Blu-Ray)
Digital Playground (SKU: 190755)
No Listings Currently Available
Blu-Ray Version. This DVD stars the lovely Teagan Presley with Audrey Bitoni, Kapri Styles, Alexis Love, and Maya Hills. Plus, their luscious legs, fantastic feet, and tantalizing toes!!
Jacks Playground 38 (Blu-Ray)
Digital Playground (SKU: 174338)
No Listings Currently Available
Blu-Ray Version. Jack is really busy casting for music videos and hes scored some super fine ass for volume 38. Digital Playgrounds amazing contract super stars Teagan Presley and Lacie Heart join an all-star cast that includes blowjob maven Audrey Bitoni plus Leah Luv, Neveah, and Roxy Deville. Thi...
Jacks Playground 34 (Blu-Ray)
Digital Playground (SKU: 210755)
No Listings Currently Available
Blu-Ray Version. This new release stars Katsumi in her panty hose with More Anal and Lots of Fun Jack TV and Fine Ass Chicks, Titty-Fucking, Cock-Sucking and Banging Their Way Into Music Video Stardom! This title is HOT HOT HOT!!!
Jacks Teen America 22 (Blu-Ray)
Digital Playground (SKU: 185917)
No Listings Currently Available
Blu-Ray Version. Jack knows ambitious chicks will do anything to win first place in a beauty pageant. JACK`S TEEN AMERICA 22 features Jack and his crew interviewing lovely contestants Teagan Presley, Sasha Grey, and Adrianna Lynn to find out why they are qualified to be the next Teen America. The gi...
Jacks Teen America 7 (Blu-Ray)
Digital Playground (SKU: 193948)
No Listings Currently Available
Blu-Ray Version. Jack`s at it again. This time, it`s even kinkier than before. Jack turns what he knows best into a career. Welcome to Jack`s answer to getting a f*ckin` job!
Jacks Teen America 6 (Blu-Ray)
Digital Playground (SKU: 189367)
No Listings Currently Available
Blu-Ray Version. Jack`s at it again. This time, it`s even kinkier than before. Jack turns whathe knows best into a career. Welcome to Jack`s answer to getting a f*ckin` job!
Jack's Playground 36 (Blu-ray)
Digital Playground (SKU: 216614)
No Listings Currently Available
Real Girls Uncensored! Starring Sophia Saint! 'Playful, powerful and supremely sexual- a revolutionary sex comedy... One of the most original series in years!' The New Jack Is Deeper Faster Than Ever Before!
Jack's Teen America Mission 16 (Blu-ray)
Digital Playground (SKU: 231924)
No Listings Currently Available
With five lovely ladies competing for the same title, it's a tight race to the finish and Tiffany is off to a succulent start. She charms the judges and Scott Nails when she swallows his entire cock, up to his balls, in a deca-dent and sloppy blow job before she lets him fuck her tight little ass. G...
Jack's Teen America Mission 15 (Blu-ray)
Digital Playground (SKU: 217458)
No Listings Currently Available
With five lovely ladies competing for the same title, it's a tight race to the finish and Bree is off to a succulent start. She charms the judges and Scott Nails with her amazing body and gorgeous face. Alicia shows she's got the stamina to go the distance as she works the treadmill, the weights and...
My First Porn 9 (Blu-ray)
Digital Playground (SKU: 217946)
No Listings Currently Available
Tegan's Back! Young! Natural! From Upper Lips To Lower Lips! Just Put That Pack In My Rack! Between The Cheeks! Cream Pie On Black Knight! Teagan's Back For A Refill!
Jacks Teen America 12 (Blu-Ray)
Digital Playground (SKU: 209964)
No Listings Currently Available
Blu-Ray Version. Jack`s at it again. This time, it`s even kinkier than before. Jack turns what he knows best into a career. Welcome to Jack`s answer to getting a fuckin` job!
Jacks Playground 35 (Blu-Ray)
Digital Playground (SKU: 212904)
No Listings Currently Available
Jack is really busy casting for music videos and now hes landed Digital Playgrounds super fine contract star, Teagan Presley. She takes a big cock in the butt, and we KNOW Scott Nails found some SWEET ASS pleasure deep in her crack. True to Jacks good sense, theres a lot of tease and a lot of action...
Jacks Teen America 3 (Blu-Ray)
Digital Playground (SKU: 157464)
No Listings Currently Available
Blu-Ray. Dont miss Lauren Phoenix, Rachel Rotten, Meagan, Sativa Rose, and Harmony in insanely seductive hardcore action! The Jacks Teen America series parodies beauty pageants and Jacks lovely contestants all compete for the crown. They take off their clothes, they masturbate, they suck, they f*ck,...
Jacks Playground 32 (Blu-Ray)
Digital Playground (SKU: 204203)
No Listings Currently Available
Blu-Ray Version. JACK`S PLAYGROUND #32 features Digital Playground`s contract babe, Sophia Santi, eager to make it in the music video scene. She shows her distinct talents and raw, exquisite beauty in two delectable scenes. Then Michelle Maylene proves she will do anything for fame too. Flower Tucci...
Jacks Leg Show 4 - Stoya (Blu-Ray)
Digital Playground (SKU: 190302)
No Listings Currently Available
Blu-Ray Version. The camera starts at her petite ankle and slowly travels up the milky skin of her calf and around her toned hamstring on a journey to the pink treasure nestled between her two long legs. Welcome to JACK`S LEG SHOW 4, where leg aficionados are introduced to the slender limbs of Stoya...
Jacks Teen America 4 (Blu-Ray)
Digital Playground (SKU: 174565)
No Listings Currently Available
Blu-Ray Version. Shot entirely on HD, JACK`S TEEN AMERICA #4 features Katsuni in intimate and seductive hardcore action! The Jack`s Teen America series parodies beauty pageants and Jack`s lovely contestants all compete for the crown. They take off their clothes, they masturbate, they suck, they f*ck...
Jack's Leg Show 3 (Blu-Ray)
Digital Playground (SKU: 199797)
No Listings Currently Available
Blu-Ray Version. Jacks casting again! This time hes looking for leg models... sexy, leggy vixens who want to be in fresh, up and coming music videos. In Volume 3, Digital Playgrounds contract super stars, Sophia Santi and Lacie Heart show they are PERFECT from HEAD to TOE! Join them and an all-star...
Jacks My First Porn 3 (Blu-Ray)
Digital Playground (SKU: 193294)
No Listings Currently Available
Blu-Ray Version. MY FIRST PORN is a comical sex-spectacle of Jack directing his first porn movie. In Volume 3, watch Teagan Presley doing what she does best. Add Austin Kincaid and Faith to the mix and this installment sells itself. Dont miss it!
Jacks Big Ass Show 7 (Blu-Ray)
Digital Playground (SKU: 207806)
No Listings Currently Available
Blu-Ray Version. Jack is really busy casting for music videos and now hes on the hunt for big, beautiful butts. They bounce, they roll, and they shake and Jack finds pleasure deep between their crevices. True to Jacks good sense, theres a lot of tease and a lot of action and its all entertaining! Fo...
Jacks Playground 30 (Blu-Ray)
Digital Playground (SKU: 198889)
No Listings Currently Available
Blu-Ray Version. Directed by Robby D., JACK`S PLAYGROUND #30 is an incredibly insatiable, sexy installment of the multi-award winning Jack`s Playground line. This Robby D. series has been named Best Gonzo Series (AVN), Best All-Sex Series (Nightmoves), and Best Comedy Series (AFWG), and that`s just...
My First Porn 6 (Blu-Ray)
Digital Playground (SKU: 206577)
No Listings Currently Available
Blu-Ray Version. The MY FIRST PORN series is a comical sex-spectacle of Jack directing his first porn movie. Volume 6 features the amazing anal queen, Delilah Strong, in a butt scene with Scott Nails that rocked the whole damn house! Next up you`ll find the lovely and sweet Riley Shy engaged in a te...
Jack's Big Ass Show 1 (Blu-Ray)
Digital Playground (SKU: 165474)
No Listings Currently Available
Blu-Ray Version. JACK`S BIG ASS SHOW is now available in high-definition on Blu-Ray Disc with Super Fine Asses EVERYWHERE! Jacks at it again! But this time, hes focusing in on hot babes with BIG, FUN ASSES. With Digital Playgrounds contract stars, Lacie Heart and Jana Cova, its more cushion for the...
Jack's Playground 37 (Blu-ray)
Digital Playground (SKU: 231923)
No Listings Currently Available
Starring Jesse Jane! Smoking Hot Jesse Rocks Till It Rolls! 'Playful, powerful and supremely sexual - a revolutionary sex comedy... One of the most original series in years!' The New Jack Is Harder Deeper Faster Than Ever Before! Jack is really busy casting for music videos and now he's landed Digi...
Cockasian (Blu-Ray)
Digital Playground (SKU: 167542)
No Listings Currently Available
Blu-Ray Version. Its better than a fortune cookie, fried ice cream, pad Thai and sushi! Director Robby D. mastered the art of high-def porn and now hes created a whole new breed of gonzo eye candy. This deliciously perverse title will satisfy your Asian craving for at least a week. In the first scen...
Jack's Big Ass Show 5 (Blu-Ray)
Digital Playground (SKU: 198373)
No Listings Currently Available
Blu-Ray Version. Jack is really busy casting for music videos and now he`s on the hunt for big, beautiful butts. They bounce, they roll and they shake and Jack finds pleasure deep between their crevices. In volume 5 of this ASS-A-LISCIOUS show, Jack shows some good judgment as he enlists Katja Kassi...
Jacks Teen America 10 (Blu-Ray)
Digital Playground (SKU: 202356)
No Listings Currently Available
Blu-Ray Version. Jack`s at it again. This time, it`s even kinkier than before. Jack turns what he knows best into a career. Welcome to Jack`s answer to getting a f*ckin` job!
Titlicious (Blu-Ray)
Digital Playground (SKU: 198796)
No Listings Currently Available
Blu-Ray Version. Featuring bigger tits and hornier babes, TITLICIOUS is also packed with anal, tease, masturbation, and tons of titty fucking! Shyla Stylez uses her massive tits to clean a car, and then gets filthy with Mick`s cock in her ass. Chavon Taylor has one giant titty for each of the two gu...
Jacks Teen America 9 (Blu-Ray)
Digital Playground (SKU: 200097)
No Listings Currently Available
Blu-Ray Version. Jack`s at it again. This time, it`s even kinkier than before. Jack turns what he knows best into a career. Welcome to Jack`s answer to getting a f*ckin` job!
Ass Addiction (Blu-Ray)
Digital Playground (SKU: 185442)
No Listings Currently Available
Blu-Ray Version ASS ADDICTION is the newest incarnation from acclaimed director, Robby D. Volume 1 features Kinzie Kenner in her very first anal orgy with Scott Nails, Jean Val Jean, and Marco Banderas! Shyla Styles gets an anal tag teaming she`ll never forget and Katja enjoys a B/B/G that ends with...
Jacks Asian Adventure 2 (Blu-Ray)
Digital Playground (SKU: 183928)
No Listings Currently Available
Blu-Ray Version. When Jack puts his mind to something, the filthy possibilities are endless! In Jacks Asian Adventure 2, Jack rounds up the most exotic Asians he can find for a wild time of fun and games. These horny girls love you long time and they most definitely sucky, sucky. Digital Playgrounds...
Jacks Teen America 13 (Blu-Ray)
Digital Playground (SKU: 210760)
No Listings Currently Available
Blu-Ray Version. Five horny teens. Two sound guys with equipment. One contest. One winner. Sound familiar? It is. It`s JACK`S TEEN AMERICA. Put it in and cast your vote! Jack`s at it again! But this time, it`s professional... and even kinkier than before. Jack turns what he knows best into a career....
Jack's Big Tit Show (Blu-Ray)
Digital Playground (SKU: 185401)
No Listings Currently Available
Blu-Ray Version. Jacks at it again! In his playground, Jack is busy casting for music videos. The delicious girls will do ANYTHING for stardom! Some suck, some f*ck, some masturbate, but they ALL get naked and show big beautiful, bouncing titties for the camera. Theres more than a mouthful, more tha...
Jacks Teen America 8 (Blu-Ray)
Digital Playground (SKU: 197375)
No Listings Currently Available
Blu-Ray Version. Jack`s at it again. This time, it`s even kinkier than before. Jack turns what he knows best into a career. Welcome to Jack`s answer to getting a f*ckin` job!
Jacks Playground 28 (Blu-Ray)
Digital Playground (SKU: 183926)
No Listings Currently Available
Blu-Ray Version. Jack`s Playground is a collection of Jack`s personal videos, homemade in Santa Monica, California showcasing his uncanny ability to persuade girls to perform sexual acts in front of his camera. As soon as Robby D saw a few video clips of real girls so thirsty for fame, they`d do any...
Jack's POV 7 (Blu-Ray)
Digital Playground (SKU: 209269)
No Listings Currently Available
Blu-Ray Version. All the screaming hot sex in Digital Playgrounds award winning Jacks Playground series are now shot in POV perspective for your ultimate enjoyment. In Jacks POV Playground, YOU will get the BEST action, the most delicious tease, and pure comedy IN YOUR FACE. Pretend YOU are casting...
Jacks Playground 33 (Blu-Ray)
Digital Playground (SKU: 208805)
No Listings Currently Available
Blu-Ray Version. JACK`S PLAYGROUND #33 stars Devon in a scandalous scene with Scott Nails, plus gorgeous babes titty-f*cking, c*cksucking, and banging their way into music video stardom. This title is HOT HOT HOT!!!
Jack's POV 3 (Blu-Ray)
Digital Playground (SKU: 193976)
No Listings Currently Available
Blu-Ray Version. All the screamin` hot sex in Digital Playground`s award winning Jack`s Playground series are now shot in POV perspective for your ultimate enjoyment. In Jack`s POV Playground, YOU will get the BEST action, the most delicious tease and pure comedy IN YOUR FACE. Pretend YOU are castin...
My First Porn 11 (Blu-Ray)
Digital Playground (SKU: 190064)
No Listings Currently Available
Blu-Ray Version. The MY FIRST PORN series is a comical sex-spectacle of Jack directing his first porn movie. Volume 11 is over two hours and features Shay Jordan as she`s worked into a frenzy. With juicy boy/girl romps and tons of tease and titty, MY FIRST PORN 11 has it all. Enjoy some first-class...
My First Porn 10 (Blu-Ray)
Digital Playground (SKU: 167543)
No Listings Currently Available
Blu-Ray Version. The MY FIRST PORN series is a comical sex-spectacle of Jack directing his first porn movie. Volume 10 is over two hours and features Stoya in a brand-new, amazingly ass-a-liscious anal scene. The A-list cast includes sensational f*ck stars Sophia Santi, Kortni Kiss, Sabrina Rose, Ev...
Jacks Playground 27 (Blu-Ray)
Digital Playground (SKU: 158036)
No Listings Currently Available
The award-winning, best-selling, and highly acclaimed JACK`S PLAYGROUND is now available on Blu-Ray. Jack is really busy casting for music videos, and the girls in volume 27 will do anything for a shot at fame. True to Jack`s good sense, there`s a lot of tease and a lot of action and its all enterta...
Jack's POV 6 (Blu-Ray)
Digital Playground (SKU: 205391)
No Listings Currently Available
Blu-Ray Version. Let Jack`s cameras tease and tempt you, offering the finest bush on the planet, all in first hand perspective. In volume 6, Digital Playground`s ultra-hot, super fresh and amazingly gorgeous, Shay Jordan takes on super stud, Scott Nails delivering an invigorating blow job and an ero...
Jack's POV 5 (Blu-Ray)
Digital Playground (SKU: 199151)
No Listings Currently Available
Blu-Ray Version. In volume 5, Digital Playground`s exclusive contract super star, Teagan Presley takes on super stud, Scott Nails delivering an invigorating blow job and an erotically sticky and wet boy/girl romp. She loves music videos! Then the oh-so-cute, Kinzie Kenner offers her lovely body for...
Jacks Big Ass Show 9 (Blu-Ray)
Digital Playground (SKU: 193248)
No Listings Currently Available
Blu-Ray Version. Jack is really busy casting big, bouncing, beautiful butts for music videos. They shake, they roll, and they swallow fat c*cks whole! True to Jack`s good sense, there`s a lot of tease and a lot of action and it`s all entertaining! Forget professional... This volume is all about big,...
Jacks Playground 29 (Blu-Ray)
Digital Playground (SKU: 195812)
No Listings Currently Available
Blu-Ray Version. JACK`S PLAYGROUND is a collection of Jack`s personal videos, homemade in Santa Monica, California showcasing his uncanny ability to persuade girls to perform sexual acts in front of his camera. As soon as Robby D saw a few video clips of real girls so thirsty for fame, they`d do any...
Jacks Playground 31 (Blu-Ray)
Digital Playground (SKU: 202728)
No Listings Currently Available
Blu-Ray Version. JACK`S PLAYGROUND 31, the superstar edition, stars the lovely Jana Cova in two delectable scenes, Devon in all her naked splendor and DP`s original contract star, Rocki Roads in brand new, never-before-seen footage. She lets Vince Vouyer spin her around and pleasure her all over. Ja...
Sporty Girls 2 (Blu-Ray)
Elegant Angel (SKU: 191741)
No Listings Currently Available
Blu-Ray Version. Elegant Angel proudly presents SPORTY GIRLS 2. Do you ever get hot and bothered watching those pretty sports stars on TV? Do you find yourself slack jawed gazing at those sweaty athletic girls? If so, this series is for you. Featuring an all star cast list including AVN Performer Of...